gramisidamine | 947622-24-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: gramisidamine
• 英文别名: (2R)-N-[(2S)-1-[(2R)-1-[(2S)-1-[(2R)-1-[(2S)-1-[(2R)-1-[(2S)-1-[(2R)-1-[(2S)-1-[(2R)-1-[(2S)-1-(2-aminoethylimino)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-4-methylpentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-4-methylpentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-4-methylpentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxypropan-2-yl]-2-[[(2S)-1-hydroxy-2-[[1-hydroxy-2-[[(2S)-1-hydroxy-2-(hydroxymethylideneamino)-3-methylbutylidene]amino]ethylidene]amino]propylidene]amino]-4-methylpentanimidic acid
• CAS: 947622-24-4
• 化学式: C₉₉H₁₄₁N₂₁O₁₆
• 分子量: 1881.34
• InChiKey: UMZKDTPWKKBSEZ-LUPIJMBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.7
• 重原子数：
  136
• 可旋转键数：
  52
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  611
• 氢给体数：
  21
• 氢受体数：
  33

反应信息

• 作为反应物：
  描述：

  gramisidamine 、 carboxymethyl di-tert-butyl phosphate 在 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以6 mg的产率得到
  参考文献：
  名称：

  Nanoscale Ionic Diodes with Tunable and Switchable Rectifying Behavior

  摘要：

  Nanoscale ionic diodes have attracted interest as circuit elements for development of nanofluidic devices for a variety of applications. including biosensing, constructing artificial cells, and engineering biological batteries. This paper presents a bottom-up. Self-assembly approach for constructing nanopores with rectified conductance behavior in a membrane using semisynthetic derivatives of the ion-channel-forming peptide gramicidin A. The capability to individually access each half of a dimeric gramicidin channel makes it possible to generate asymmetric channels ill a membrane that exhibit diodelike conductance properties. The modular nature of these self-assembled channels affords the possibility of tuning their rectifying conductance properties by simple replacement of one peptide derivative with another in the membrane. Additionally, introduction of an external stimulus there, an enzyme) to change the Functional group attached to one side of the gramicidin pore induces diodelike conductance behavior in previously nonrectified channels, demonstrating the possibility of switching the conductance properties of these nanopores in situ in a controlled manner.

  DOI：

  10.1021/ja909876h

文献信息

• Nanoscale Ionic Diodes with Tunable and Switchable Rectifying Behavior
  作者：Michael X. Macrae、Steven Blake、Michael Mayer、Jerry Yang

  DOI：10.1021/ja909876h

  日期：2010.2.17

  Nanoscale ionic diodes have attracted interest as circuit elements for development of nanofluidic devices for a variety of applications. including biosensing, constructing artificial cells, and engineering biological batteries. This paper presents a bottom-up. Self-assembly approach for constructing nanopores with rectified conductance behavior in a membrane using semisynthetic derivatives of the ion-channel-forming peptide gramicidin A. The capability to individually access each half of a dimeric gramicidin channel makes it possible to generate asymmetric channels ill a membrane that exhibit diodelike conductance properties. The modular nature of these self-assembled channels affords the possibility of tuning their rectifying conductance properties by simple replacement of one peptide derivative with another in the membrane. Additionally, introduction of an external stimulus there, an enzyme) to change the Functional group attached to one side of the gramicidin pore induces diodelike conductance behavior in previously nonrectified channels, demonstrating the possibility of switching the conductance properties of these nanopores in situ in a controlled manner.